[(2S,3R,4S,5R,6R)-4-acetyloxy-6-(acetyloxymethyl)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxyoxan-3-yl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 7d3fa1d5-70d2-4fc4-a468-f701fb437974
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3R,4S,5R,6R)-4-acetyloxy-6-(acetyloxymethyl)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxyoxan-3-yl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)OC(=O)C=CC5=CC=C(C=C5)O)OC(=O)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)OC(=O)/C=C\C5=CC=C(C=C5)O)OC(=O)C)OC(=O)/C=C/C6=CC(=C(C=C6)O)OC
• InChI: InChI=1S/C44H38O18/c1-22(45)56-21-34-40(60-35(52)17-8-25-6-15-30(50)32(18-25)55-3)42(57-23(2)46)43(61-36(53)16-7-24-4-11-27(47)12-5-24)44(59-34)62-41-38(54)37-31(51)19-29(49)20-33(37)58-39(41)26-9-13-28(48)14-10-26/h4-20,34,40,42-44,47-51H,21H2,1-3H3/b16-7-,17-8+/t34-,40-,42+,43-,44+/m1/s1
• InChI Key: ZMJHGBYPYRHSST-NPVXSMISSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₃₈O₁₈
• Molecular Weight: 854.80 g/mol
• Exact Mass: 854.20581436 g/mol
• Topological Polar Surface Area (TPSA): 260.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 4.85
• H-Bond Acceptor: 18
• H-Bond Donor: 5
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9001	90.01%
Caco-2	-	0.8717	87.17%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5860	58.60%
OATP2B1 inhibitior	-	0.5694	56.94%
OATP1B1 inhibitior	+	0.8431	84.31%
OATP1B3 inhibitior	-	0.4035	40.35%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9745	97.45%
P-glycoprotein inhibitior	+	0.8170	81.70%
P-glycoprotein substrate	+	0.5457	54.57%
CYP3A4 substrate	+	0.7093	70.93%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	-	0.8764	87.64%
CYP3A4 inhibition	-	0.8009	80.09%
CYP2C9 inhibition	-	0.8408	84.08%
CYP2C19 inhibition	-	0.9232	92.32%
CYP2D6 inhibition	-	0.9034	90.34%
CYP1A2 inhibition	-	0.9534	95.34%
CYP2C8 inhibition	+	0.9143	91.43%
CYP inhibitory promiscuity	-	0.5537	55.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6706	67.06%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.8307	83.07%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6523	65.23%
Micronuclear	+	0.6092	60.92%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8814	88.14%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9138	91.38%
Acute Oral Toxicity (c)	III	0.6367	63.67%
Estrogen receptor binding	+	0.8303	83.03%
Androgen receptor binding	+	0.8261	82.61%
Thyroid receptor binding	+	0.6000	60.00%
Glucocorticoid receptor binding	+	0.7745	77.45%
Aromatase binding	-	0.4825	48.25%
PPAR gamma	+	0.7054	70.54%
Honey bee toxicity	-	0.7152	71.52%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9647	96.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.51%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.57%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.99%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.66%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.53%	85.14%
CHEMBL3194	P02766	Transthyretin	95.34%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.42%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.95%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.73%	96.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.43%	95.64%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.30%	95.50%
CHEMBL2581	P07339	Cathepsin D	90.91%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.87%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	90.44%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.12%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.22%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.87%	94.00%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	86.14%	97.03%
CHEMBL4208	P20618	Proteasome component C5	85.37%	90.00%
CHEMBL3438	Q05513	Protein kinase C zeta	84.31%	88.48%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.93%	96.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.90%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.78%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.72%	95.78%
CHEMBL340	P08684	Cytochrome P450 3A4	81.40%	91.19%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.30%	97.28%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.29%	92.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.22%	94.80%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.18%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	80.09%	92.50%

Plants that contains it

• Quercus incana

Cross-Links

• PubChem: 163191422
• LOTUS: LTS0245273
• wikiData: Q105379480